Guesthouse vacation rentals in Downtown San Jose

An outdoor patio features a round dining table surrounded by black mesh chairs. A large red umbrella provides shade over the seating area. Colorful cushions adorn two lounge chairs, while potted plants add greenery to the space. A nearby door leads into the guest house.

4.99 out of 5 average rating, 179 reviews

Exclusive Private Sanctuary in the Heart of the Valley

Fill up the wine rack at a neighborhood winery, then settle down in an armchair on the fenced off patio of this standalone sanctuary minutes from Downtown San Jose, San Jose Mineta International Airport, major Silicon Valley employers and world-class shopping on Santana Row and Valley Fair. An abundance of windows fill this soothing sage-green retreat with light. This complete home boasts a fully equipped kitchen open to an inviting living area, separate queen bedroom with full closet, full bathroom and laundry. Drowning in natural light, the many windows provide an open and airy ambiance you will surely enjoy. Exclusive patio area with outdoor dining is a plus for relaxing outside in the fantastic Silicon Valley climate. Enjoy complimentary coffee, tea, and snacks. Our wine rack is your wine rack so please help yourself. Ironing board and iron as well as hairdryer are provided for your convenience. Full in unit laundry makes keeping garments clean and easy while traveling. Always look your best whether in town for business or pleasure! Traveling with children? No worries. You will find a Pack & Play as well as toddler mattress to facilitate sleeping with your little one. High chair and children's flatware, cups plus utensils are provided to make eating in as a family just like home. Books and toys should keep your little one smiling. Television with Fire TV provided. Guest access to Amazon Prime Video & HBO unrestricted. Feel free to log into any other streaming accounts you may prefer. Central air and heat will ensure you are comfortable during your stay in any season. Guests will have exclusive access to the entire guest house and patio area. I am available almost all of the time. We live on site and are happy to interact as much or as little as you desire. The guesthouse sits among the tree-lined streets of Hanchett Residence Park in the historic Rosegarden area. A car, scooter, or bike share is never far away, and restaurants, wineries, coffee shops, bakeries, and yoga studios are walkable. This location is walking distance to Cal Train and city buses. Ample service from Uber & Lyft means a ride is only moments away. Scooter share and bike share stations surround us on all sides. Access to all Silicon Valley highways is unparalleled. You will not find a more connected location in all of Silicon Valley.

The kitchenette features stylish white cabinetry and open shelving. A coffee maker is placed on a wooden tray, alongside bottles of wine and decorative accessories. A sink with modern fixtures is visible, while a microwave is discreetly housed beneath the counter.

4.97 out of 5 average rating, 520 reviews

Stylish, Light-filled Cottage

Eat breakfast on the secluded patio garden at a cozy studio in charming San Jose. Indulge in a relaxing soak in the all-white bathroom, unwind with a book in an antique chair under the sash window, or snuggle up in the carved wooden bed by the fire. The cottage has been fully remodeled. Relax in a brand new king bed and enjoy the all new full bath. Roku TV, AC/Heat and an electric fireplace to relax with. Fully equipped kitchenette and dining area. Private yard to enjoy and relax. Detached cottage, with private, well lit entry. A coded deadbolt lock allows safe entry into cottage. Enjoy a private patio that is also available for guests. We will be giving our guests privacy, but are available by phone or text if you have questions. Willow Glen is the South Bay’s hottest area within San Jose and the Silicon Valley. Downtown is two blocks away, with popular restaurants, banks, antique shops, beauty salons, and coffee houses all close by. Plenty of safe and well lit street parking available. A city bus stop is very close, with freeways, light rail, and Cal train a mile away. Willow Glen is a quaint neighborhood of San Jose, with its charming old homes, and vibrant downtown businesses. Many popular restaurants, banks, antique shops, beauty salons, and coffee houses, just to name a few...all just a short drive or walk away!

The kitchen features dark wood cabinetry complemented by a light grey tile backsplash. A white electric stove and microwave are positioned above a spacious countertop with a sink. A mini-dishwasher and coffee maker are also present, providing essential appliances for convenience.

4.92 out of 5 average rating, 108 reviews

Private, stylish, clean detached studio

Our charming SOFA District Victorian (on 2nd St.) is 5 - 10 minutes walking distance to San Jose McEnery convention center, center for performing arts, SJSU, restaurants, Tech Museum, rock climbing, Ritz & bars. SAP (Sharks & concerts) is a 15 minute walk. (We are in the real downtown perimeter.) This reservation is for our fully-loaded, newly remodeled detached unit bedroom studio in the back of the home. To add guests beyond 2, cots and twin mattresses need to be added, so please schedule.

An updated kitchen is featured, showcasing stainless steel appliances and ample counter space. A spacious room is presented, equipped with a comfortable couch, desks, and ambient LED lighting. The in-unit laundry machines and modern bathroom are also highlighted, ensuring convenience and comfort.

4.86 out of 5 average rating, 125 reviews

Modern Private House 1 bed 1 bath Laundry Parking

Private Home -Mineta San Jose International - 5 miles (8 mins) -SAP Convention Center - 5 miles (7 mins) -Levi's Stadium - 7.8 miles (9 mins) -Avaya Stadium - 4.5 miles (7 mins) -Santa Clara Valley Medical Center - 6.6 miles (11 mins) -San Jose State University - 5.2 miles (7 mins) -Santa Clara University - 2.1 miles (6 mins) -Eastridge Mall - 4.5 miles (8 mins) -Santana Row - 7.2 miles (11 mins) -Westfield Valley Fair Mall - 7.2 miles (11 mins) -Californias Great America - 8 miles (10 mins)

The well-lit studio guesthouse features a spacious layout with a queen bed and a cozy seating area. A large window allows natural light in, while a ceiling fan offers comfort. Wall art and framed photos add character, complementing the stylish decor.

4.95 out of 5 average rating, 281 reviews

Private Studio Guesthouse with A/C in Willow Glen

Updated private 400 sq ft studio guesthouse (with A/C) with separate fenced yard and entrance. Steps away from Lincoln Ave and downtown Willow Glen restaurants and shops. Convenient to freeways, SAP Center, and downtown San Jose. One queen bed; sleeps up to 4 adults with optional queen size high quality inflatable bed. Full kitchen with all cookware, dishes, spices, coffee, etc. Access to main house laundry room available on request. Basic shower essentials and hair dryer provided.

A comfortable seating area features a plush gray sofa adorned with green and white accent pillows. A light-colored armchair with a leaf pattern is positioned nearby. Two abstract artworks hang on the wall, complementing a round wooden coffee table topped with lavender in a textured vase.

5 out of 5 average rating, 116 reviews

Pristine Modern Guesthouse w/ Full Kitchen-1B/1B

Enjoy and relax at this stylish experience in this centrally-located 1bed/1bath brand new guesthouse. This newly built home offers all amenities in their pristine condition. Walk to Japantown, SJSU campus, City Hall, short drive from SJC, Coleman shopping center, HWY 87, 101, 280, 880, SAP Center, Convention Center, heart of downtown. Fully stocked european kitchen, free street parking, designer bathroom, Fiber internet and Wi-Fi , work desk, monitor and much more

A broad street is depicted, featuring well-maintained sidewalks lined with palm trees. A trash bin is positioned on the curb, and a variety of parked vehicles can be seen. Residential buildings and greenery are visible in the background, under a clear blue sky.

4.86 out of 5 average rating, 120 reviews

Entire Private Studio Apt + Kitchen & Backyard

This unit is ideal for couple, family with up to 2 young children. open to long term. Your family will have a place to yourself with big yard right outside your dining/kitchen combo area. With fast internet from AT&T Fiber for your streaming, futon. You'll be close to everything when you stay at this nice centrally located place near Evergreen area, public parks, Raging Water, fast access to restaurants, supermarkets, schools, shopping, public transportation.

4.93 out of 5 average rating, 213 reviews

A studio space features sloped ceilings with natural light from skylights. A full-sized bed is dressed in patterned linens, accompanied by a 43-inch smart TV on a low wooden console. A single armchair with an ottoman is positioned near a dark dresser.

Guesthouse in Hensley

Private Entrance Studio with in-unit bathroom

Private entrance studio with in-unit bathroom and wet bar, it is located near downtown San Jose and Japantown. 2 min walk to the light rail station (japantown ayer green/blue lines), great for someone traveling or on a business trip. Few minutes drive to Target, Trader Joe, grocery stores, San Pedro Square. This studio unit is converted from the attic of detached garage structure with excellent privacy (1st floor is used as storage) *street parking only*

4.98 out of 5 average rating, 225 reviews

A cozy living area features a stylish brown leather sofa and a round dining table accompanied by black chairs. Large glass doors invite natural light and provide views of the shared backyard. A modern kitchen is situated in the background, enhancing the open layout.

Guesthouse in Hensley

Private Abodu Guesthouse in Downtown San Jose

Stay at Flora's: Our Abodu guesthouse is the perfect spot for a solo traveler or a couple to stay in downtown San Jose. The Abodu has everything you need to feel at home. Enjoy our backyard or the great indoors at the end of your day. We offer really fast Wi-Fi, an easy to use coffee machine, and high quality linens for our guests' comfort. Our full kitchen includes high end appliances and everything you need to prepare your own meals.

A modern living area is depicted, featuring large windows that allow natural light to fill the space. An inviting sofa and a coffee table are positioned in front of a wall-mounted television. The open kitchen showcases sleek cabinetry and a dining table with white chairs.

4.99 out of 5 average rating, 118 reviews

Quiet guesthouse near SJ airport with EV charger

Kick back and relax in this calm, stylish space. Brand new guesthouse build and landscape completed in 2023. Our guesthouse offers a full kitchen, WiFi, self check-in, FREE parking and washer and dryer. Tesla Universal EV charger Level 2 60 amp avilable for guest use. Centrally located in Downtown San Jose. A quick drive to the SJ airport, SAP Center, San Pedro Square, Levi’s Stadium, San Jose State University and Santa Clara University.

The open living space features a contemporary kitchen equipped with stainless steel appliances, including a refrigerator and oven. A dining table for four is positioned centrally, surrounded by sleek chairs. Light wood flooring enhances the bright atmosphere of the area, complemented by white cabinetry and a decorative sliding barn door.

4.98 out of 5 average rating, 576 reviews

Private Cottage nearby Airport/SAP/SJ Downtown/SCU

The cottage is located in the central of Silicon Valley. Convenient access to most attractions and places. About 7 to 15 minutes drive from most attractions: San Jose Airport, SAP Center, Avaya Stadium, SAn Jose Downtown, Caltrain/Diridon Station, Levi Stadium, SJ state university, Santa Clara university, Malls. Santa Cruz 35 minutes, San Francisco airport- 45 minutes. Close to major freeways I-280, I-880, US-101.

A tranquil Watsu pool is surrounded by lush greenery and vibrant plants. A fabric shade cover is suspended overhead, providing protection from the sun. Natural stone flooring complements the pool's serene ambiance, creating a peaceful retreat atmosphere.

4.97 out of 5 average rating, 608 reviews

Cabana with Warm Watsu Pool

Our guests best describe it as: ‘Like luxury hotel meets Zen retreat meets Day Spa meets Bali rain forest meets mom and pop warm hospitality’. A private cabana close to shops and restaurants in downtown Willow Glen. You’ll love our place because of the tranquil setting, warm watsu pool, Finlandia sauna, hot plunge, and beautiful gardens. Our place is good for couples, solo adventurers, and business travelers.

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Popular amenities for Downtown San Jose guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

4.98 out of 5 average rating, 41 reviews

A modern studio features a spacious bed adorned with vibrant yellow accents. A compact dining table and chairs are positioned beside a work desk. Soft lighting highlights the light wood flooring, while a framed art piece depicting a tree adds a touch of color to the blue walls.

Guesthouse in La Colina

Spacious Studio with Private Entrance and Bathroom

4.77 out of 5 average rating, 146 reviews

A spacious studio features a large bed adorned with a red and white blanket, complemented by soft lighting from bedside lamps. A comfortable sofa with decorative pillows sits nearby, and large windows allow natural light to fill the room, enhancing its inviting ambiance.

Guesthouse in Campbell

Air Condition Cozy garden house.

4.92 out of 5 average rating, 389 reviews

A modern studio features a spacious bed with light bedding and a decorative pillow reading 'relax'. Built-in cabinets flank the bed, while a stylish chair and a small table are positioned nearby. A woven wall hanging adds texture, and a large mirror reflects the natural light.

Guesthouse in Los Gatos

Los Gatos/Cambrian COTTAGE-HOT TUB/pvt.parking

5 out of 5 average rating, 52 reviews

Private Modern Spacious 1B1B 2 beds|Prime Location

Superhost

The living area features a cozy sofa with decorative cushions, a coffee table, and a large flat-screen TV. A colorful area rug enhances the space, while natural light enters through the windows. A door leads to the sleeping area, providing a seamless flow between rooms.

4.84 out of 5 average rating, 225 reviews

1BR beautiful, cozy guest cottage in Willow Glen

Superhost

A scenic view showcases a clear blue sky above rolling hills and greenery. In the foreground, a winding pathway leads through a landscaped area, while a charming pink structure is visible to the right. This tranquil landscape is ideal for relaxation.

4.88 out of 5 average rating, 214 reviews

Views on the Hill (Studio Suite)

An open living space features a spacious bed and a comfortable couch. Large windows allow natural light to illuminate the room. A coffee table and media console are included, while a soft area rug adds warmth to the wooden floor.

4.97 out of 5 average rating, 90 reviews

Serene Garden Cottage: Walk to downtown WillowGlen

Superhost

A spacious sleeping area features a comfortable bed with a decorative throw and cushioned pillows. A compact blue seating area is positioned nearby, and a wooden storage unit contains neatly stacked towels. Natural light enters through multiple windows adorned with blinds, illuminating the warm wood flooring.

Guesthouse in Mountain View

4.88 out of 5 average rating, 73 reviews

Beautiful in-law unit

Guest house rentals with a patio

5 out of 5 average rating, 143 reviews

A cozy living area features two leather sofas positioned around a rustic coffee table. Natural light filters through large windows, illuminating the space. A rocking chair adds a touch of charm beside an accent lamp, and a soft area rug adds warmth to the flooring.

Guesthouse in Los Gatos

Orchard Cottage in convenient countryside location

A bright living area features a dark leather sofa adorned with decorative pillows, accompanied by a wooden coffee table. A small table with two chairs is positioned beside a large window, allowing natural light to illuminate the space. A floor lamp and decorative plant enhance the room's inviting feel.

4.94 out of 5 average rating, 158 reviews

Newly built stylish guesthouse

An outdoor patio area is shown beneath a wooden pergola adorned with warm string lights, creating a cozy ambiance at night. A large 65-inch TV is mounted on the wall, while comfortable dining and lounging furniture is arranged for relaxation and socializing.

5 out of 5 average rating, 90 reviews

Near Japantown & SJC ARPT, King Bed, Fast Internet

A modern outdoor patio area features a stone-paved surface surrounded by neatly trimmed bushes and potted plants. A large round table with multiple chairs is situated in the center. In the background, a guesthouse and additional outdoor features can be observed.

4.96 out of 5 average rating, 115 reviews

Garden Cottage w/ Hot Tub • 3 mi. to SJC

4.91 out of 5 average rating, 138 reviews

A spacious studio is displayed, featuring a light-filled sleeping area with a cozy bed, adorned with crisp white linens and decorative pillows. A small dining table with two chairs is positioned nearby, along with a stylish desk and chair. Soft lighting enhances the overall warmth of the space.

Guesthouse in Palo Alto

Palo Alto Cottage: Privacy, Comfort & Convenience

4.93 out of 5 average rating, 221 reviews

A welcoming entrance to the studio is framed by wooden fencing and highlighted by a sign that reads 'Park Studio.' Large terracotta pots with blooming flowers and lush greenery add a touch of nature, creating an inviting atmosphere.

Guesthouse in Menlo Park

Charming, modern, restorative, private studio

Guesthouse in Santa Clara

A modern building with a streamlined design is surrounded by lush greenery and neatly arranged paver stones. A patio area features a low wall and seating alongside manicured grass, while natural light highlights the clean lines of windows and doors.

5 out of 5 average rating, 11 reviews

Chic & Luxe Guesthouse | Central Location

A cozy bedroom is featured with a queen-sized bed dressed in a navy-blue coverlet. A ceiling fan provides airflow above the bed, which is complemented by a bedside lamp. Light colors dominate the walls, contributing to a bright atmosphere.

4.92 out of 5 average rating, 98 reviews

1-Bedroom Cottage in Downtown San Jose

Guest house rentals with a washer and dryer

A modern studio space features a spacious bed with a blue duvet, complemented by plants and decorative accents. An open-plan kitchen area is visible, along with a dining space. Natural light fills the room through a window, creating a bright and airy environment.

4.98 out of 5 average rating, 43 reviews

1672 studio

Guesthouse in The Willows

The entrance of the two-story cottage is framed by neatly maintained greenery. A solid blue front door is centered between two windows, allowing natural light to enter. A brick path leads from the garden, guiding guests to the doorway.

4.99 out of 5 average rating, 142 reviews

Quaint Cottage Near Downtown Palo Alto

Guesthouse in Almaden Valley

5 out of 5 average rating, 103 reviews

Newly Built | Modern 1BR/1BA Private Cottage

Guesthouse in Monte Sereno

A vibrant garden is showcased, featuring blooming red flowers and lush green plants. A stone patio leads to a tranquil blue pool, framed by greenery and distant hills. Decorative pottery is placed among the flora, adding charm to the natural setting.

4.9 out of 5 average rating, 220 reviews

Greenwood Guest House, a Peaceful Oasis

Guesthouse in Portola Valley

An outdoor deck features two green cushioned chairs and a wooden table at its center. A potted plant is placed on the table, complementing the natural setting. The entrance door, framed in black, leads into the guesthouse, surrounded by tall trees.

4.94 out of 5 average rating, 206 reviews

Woodsy Silicon Valley Cottage

Guesthouse in Mountain View

A spacious bed is placed against a light-colored wall, accented by a decorative pillow featuring a geometric pattern. A bedside table holds a tissue box, while a lamp adds soft lighting. Natural light illuminates the room from a nearby open door.

4.99 out of 5 average rating, 112 reviews

Charming Peaceful New Studio in Mtn View

5 out of 5 average rating, 217 reviews

A white trellis adorned with vibrant flowers stands against a sunny garden backdrop. A mix of colorful blooms, including tulips and daisies, creates a lively display in a brick planter, inviting guests to enjoy the natural beauty of the surroundings.

Guesthouse in Atherton

Charming Cottage near Stanford in Lovely Garden